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Organo-titanate catalysts for preparing pure macrocyclic oligoesters

a technology of organic titanate and macrocyclic oligoesters, which is applied in the field of linear polyesters, can solve the problems of mechanical properties, modulus, and thermal properties that have undesirable effects, and achieve the effect of reducing the number of oligoesters

Inactive Publication Date: 2004-09-07
CYCLICS CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

"The present invention relates to a new catalyst that can be used to produce macrocyclic oligoesters from polyesters. These catalysts are particularly useful for catalyzing the depolymerization of polyesters to produce macrocyclic oligoesters that are free from unwanted byproducts. The invention also includes a method for making these catalysts and a mixture of reaction products that results from a chemical reaction using the catalysts. The technical effects of this invention include improved efficiency and selectivity in the production of macrocyclic oligoesters, as well as simplified purification processes."

Problems solved by technology

The incorporation of diethylene glycol moieties causes deleterious effects on the mechanical properties (e.g., modulus) and thermal properties (e.g., melting point and heat distortion temperature) of the polyester prepared from the macrocyclic oligoesters.
Unfortunately, it is desirable for certain applications such as automotive paint oven or rapid molding and cycle time to employ pure macrocyclic oligoesters, i.e., macrocyclic oligoesters substantially free from macrocyclic co-oligoesters.

Method used

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  • Organo-titanate catalysts for preparing pure macrocyclic oligoesters
  • Organo-titanate catalysts for preparing pure macrocyclic oligoesters

Examples

Experimental program
Comparison scheme
Effect test

example 1

A 100 mL flask equipped with a magnetic stir bar and fitted with a septum was flame dried under vacuum then filled with an inert gas. Tetraisopropyl titanate (15 mmol) is added followed by diols (30 mmole) then dry o-dichlorobenzene (25 mL). After the addition of all reagents the flask was fitted with a short path distillation head and heated in an oil bath to 140.degree. C. for about 1 hour. Isopropyl alcohol liberated from the reaction of tetraisopropyl titanate and the diols was collected and then the solution was heated in 200.degree. C. oil to strip off 15 ml of the o-dichlorobenzene to ensure that all isopropyl alcohol was removed. Upon cooling the resulting solution was about 1 M in titanium.

example 1a

Ti-(butanediol: diethylene glycol=3:1)

The preparation is as outlined in Example 1 except that the diol in this case was a mixture of 3 molar parts butanediol and 1 molar part diethylene glycol per molar part of tetraisopropyl titanate. A well-behaved solution (e.g., no gelation) of reaction products resulted.

example 1b

Ti-(butanediol: diethylene glycol=1:1)

The preparation is as outlined in Example 1 except that the diol in this case was a mixture of 1 molar part butanediol and 1 molar part diethylene glycol per molar part of tetraisopropyl titanate. A well-behaved solution of reaction products resulted.

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Abstract

Organo-titanate catalysts are prepared that are useful to catalyze depolymerization of a polyester to produce macrocyclic oligoesters substantially free from macrocyclic co-oligoesters.

Description

This invention generally relates to catalysts. More particularly, the invention relates to organo-titanate catalysts useful for preparing macrocyclic oligoesters.BACKGROUND INFORMATIONLinear polyesters such as poly(alkylene terephthalate) are generally known and commercially available where the alkylene typically has 2 to 8 carbon atoms. Linear polyesters have many valuable characteristics including strength, toughness, high gloss, and solvent resistance. Linear polyesters are conventionally prepared by the reaction of a diol with a dicarboxylic acid or its functional derivative, typically a diacid halide or ester. Linear polyesters may be fabricated into articles of manufacture by a number of techniques including extrusion, compression molding, and injection molding.Recently, macrocyclic oligoesters were developed which are precursors to linear polyesters. Macrocyclic oligoesters exhibit low melt viscosity, which can be advantageous in some applications. Furthermore, certain macroc...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): B01J21/06B01J21/00B01J31/02C08G63/85C08G63/91
CPCB01J31/0212B01J21/063B01J2231/14B01J31/12
Inventor PHELPS, PETER D.THOMPSON, TIMOTHY A.WANG, YI-FENGLE GRAND, DONALD G.
Owner CYCLICS CORP
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